Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: leaf
NCBI PubMed ID: 11000030Publication DOI: 10.1021/np0001981Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: yoshida
pheasant.pharm.okayama-u.ac.jp
Institutions: Faculty of Pharmaceutical Sciences, Okayama University, Okayama, Japan, Kyoto Prefectural University of Medicine, Kyoto, Japan
Three new phenol glycosides acylated with (+)-oleuropeic acid, cypellocarpins A (1), B (2), and C (3), along with seven known compounds, were isolated from the dried leaves of Eucalyptus cypellocarpa. Structures of the new compounds were determined on the basis of spectroscopic methods, including 2D NMR experiments and chemical degradation. These new compounds and a known related glucoside (7) showed potent in vitro antitumor-promoting activity in a short-term bioassay evaluating the inhibitory effect on Epstein-Barr virus early antigen activation induced by 12-O-tetradecanoyl phorbol 13-acetate (TPA). These compounds also suppressed an in vivo two-stage carcinogenesis induced with nitric oxide and TPA on mouse skin.
antitumor activity, cypellocarpins, Eucalyptus cypellocarpa, carcinogenesis, Epstein-Barr virus
Structure type: oligomer
C
27H
30O
16Location inside paper: p. 1255, left column, paragraph 2
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, methylation, inhibition studies, ESI-MS, biological assays, methanolysis, alkaline hydrolysis, UV, extraction, optical rotation measurement, column chromatography, HR-ESI-MS, precipitation, evaporation, centrifugation, PTLC
Related record ID(s): 66360, 66361, 66362, 66363, 66365, 66366, 66367
NCBI Taxonomy refs (TaxIDs): 1130977Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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